N-[2-(4-hydroxyphenyl)-2-oxoethyl]-3-methylbutanamide

Details

• Internal ID: d617f776-79a6-473e-8559-0a6340b22516
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbonyl compounds > Phenylketones > Alkyl-phenylketones
• IUPAC Name: N-[2-(4-hydroxyphenyl)-2-oxoethyl]-3-methylbutanamide
• SMILES (Canonical): CC(C)CC(=O)NCC(=O)C1=CC=C(C=C1)O
• SMILES (Isomeric): CC(C)CC(=O)NCC(=O)C1=CC=C(C=C1)O
• InChI: InChI=1S/C13H17NO3/c1-9(2)7-13(17)14-8-12(16)10-3-5-11(15)6-4-10/h3-6,9,15H,7-8H2,1-2H3,(H,14,17)
• InChI Key: RTRPDDKCVKBLPF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.28 g/mol
• Exact Mass: 235.12084340 g/mol
• Topological Polar Surface Area (TPSA): 66.40 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 1.74
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

• N-[2-(4-hydroxyphenyl)-2-oxoethyl]-3-methylbutanamide
• CHEMBL1811989
• Q27138080

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9950	99.50%
Caco-2	+	0.9028	90.28%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.8731	87.31%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8375	83.75%
OATP1B3 inhibitior	+	0.9488	94.88%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9696	96.96%
P-glycoprotein inhibitior	-	0.9498	94.98%
P-glycoprotein substrate	-	0.7603	76.03%
CYP3A4 substrate	-	0.6278	62.78%
CYP2C9 substrate	-	0.6050	60.50%
CYP2D6 substrate	-	0.8237	82.37%
CYP3A4 inhibition	-	0.9386	93.86%
CYP2C9 inhibition	-	0.8404	84.04%
CYP2C19 inhibition	-	0.6964	69.64%
CYP2D6 inhibition	-	0.8448	84.48%
CYP1A2 inhibition	-	0.8535	85.35%
CYP2C8 inhibition	-	0.7646	76.46%
CYP inhibitory promiscuity	-	0.9316	93.16%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.7523	75.23%
Carcinogenicity (trinary)	Non-required	0.6685	66.85%
Eye corrosion	-	0.9911	99.11%
Eye irritation	-	0.7458	74.58%
Skin irritation	-	0.8120	81.20%
Skin corrosion	-	0.9494	94.94%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7765	77.65%
Micronuclear	+	0.5300	53.00%
Hepatotoxicity	+	0.6250	62.50%
skin sensitisation	-	0.8935	89.35%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.7250	72.50%
Nephrotoxicity	+	0.5899	58.99%
Acute Oral Toxicity (c)	III	0.6686	66.86%
Estrogen receptor binding	-	0.8973	89.73%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	-	0.6809	68.09%
Glucocorticoid receptor binding	-	0.6500	65.00%
Aromatase binding	-	0.5000	50.00%
PPAR gamma	-	0.7631	76.31%
Honey bee toxicity	-	0.9648	96.48%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7900	79.00%
Fish aquatic toxicity	-	0.4716	47.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.56%	98.95%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	92.50%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	90.11%	90.20%
CHEMBL3060	Q9Y345	Glycine transporter 2	88.96%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.77%	91.11%
CHEMBL5261	Q7L7X3	Serine/threonine-protein kinase TAO1	88.56%	89.33%
CHEMBL5701	Q9H2K8	Serine/threonine-protein kinase TAO3	88.40%	96.67%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.92%	93.10%
CHEMBL4208	P20618	Proteasome component C5	85.20%	90.00%
CHEMBL2535	P11166	Glucose transporter	84.47%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.17%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	83.67%	90.17%
CHEMBL3401	O75469	Pregnane X receptor	82.99%	94.73%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	81.84%	97.21%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.62%	90.71%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 53360340
• LOTUS: LTS0089396
• wikiData: Q27138080